Re: caminar dentro de mis zapatos

In both languages it indeed can literally mean walking with the shoes on my feet or as a metaphor for life as in "just try walking in my shoes and see how it feels!" - or - "You would be more sympathetic if you were walking in her shoes". And the metaphor may be more common in English. Usually we would work the word "wearing" in for the literal meaning as in "I was trying to jog wearing my street shoes". But I don't know enough to say if Spanish works that way.